Lot numbers can be found on the outside label of a product:
(S)-2-((tert-Butoxycarbonyl)amino)-5-methoxy-5-oxopentanoic acid
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CAS No. 45214-91-3
- Cat. No. CS-W005143
- Purity≥96%
- MDL No.MFCD00190794
*For research and further manufacturing use only, not for direct human use.
Structure of 45214-91-3
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General Information
- CAS No. 45214-91-3
- Cat. No. CS-W005143
- Purity ≥96%
- MDL No. MFCD00190794
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₉NO₆
- Molecular Weight 261.27
- Synonym(s) None
- SMILES O=C(OC)CC[C@@H](C(O)=O)NC(OC(C)(C)C)=O
Description
(S)-2-((tert-Butoxycarbonyl)amino)-5-methoxy-5-oxopentanoic acid is a chiral building block featuring a protected amine and a β-keto ester motif. This structure enables direct incorporation into peptide synthesis workflows, where the tert-butoxycarbonyl group provides stable N-protection under standard conditions. The methoxy-substituted ketone moiety enhances solubility and facilitates downstream functionalization in medicinal chemistry applications.
Application
(S)-2-((tert-Butoxycarbonyl)amino)-5-methoxy-5-oxopentanoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and peptide-derived scaffolds. The molecule features a protected α-amino acid moiety with a pendant β-keto ester functionality, enabling facile cyclization under mild conditions. Its tert-butoxycarbonyl (Boc) group ensures bench stability and orthogonal deprotection, while the methoxy-substituted ketone facilitates nucleophilic addition and ring formation. This compound functions effectively in standard synthetic workflows requiring functional group compatibility and predictable reactivity.
Synthesis
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References
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More, Swati S.; Vince, Robert Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 13 p. 3793 - 3797
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Route2
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132245-78-4 - ~98%
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In-stock
45214-91-3
References
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Boudreault, Pierre-Luc; Voyer, Normand Organic and Biomolecular Chemistry, 2007 , vol. 5, # 9 p. 1459 - 1465
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Route3
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In-stock
24424-99-5 -
3077-51-8 - ~93%
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In-stock
45214-91-3
References
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El Marini; Roumestant; Viallefont; Razafindramboa; Bonato; Follet Synthesis, 1992 , # 11 p. 1104 - 1108
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 101.93
- LogP 0.9175
- H_Acceptors 5
- H_Donors 2
- Rotatable_Bonds 5
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Key Words
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